Steven Tyler & Aimee Preston – 41 years
Steven Tyler looks like he’s living his life as an extra from Pirates of the Caribbean. Despite this, he was still able to land a then 23-year-old girlfriend named Aimee Preston. She started as his assistant but ended up as his girlfriend. A tale as old as time.
The age difference is a whopping 41 years, and Preston is actually younger than two of Steven’s daughters. Good for the happy couple that they’ve found each other.